Undoubtedly the most famous of the female American gangsters, Parker was half of the iconic crime duo Bonnie and Clyde. The two were notorious bank robbers in the "public enemy era" of 1931 to 1934, when the exploits of outlaws made them celebrities. Parker was born in Rowena, Texas, where she earned a reputation for being smart and outspoken. She met Clyde Barrow in 1930. Though she was married, the two hit it off immediately. Apart from their robberies and killings, the legend of Bonnie and Clyde grew in part because of a photo shoot they did near their Joplin, Missouri hideout, images that still inspire re-imaginings of their lives. But those lives were cut short in a gruesome shootout with police in 1934. She was 23; he was 25. She was called "Queenie" in much of Manhattan, but in her Harlem home she was known only as Madame St. Clair. An immigrant of French and African descent, St. Clair set up her numbers bank ten years after moving to the U.S. and became fiercely protective of her neighborhood. She testified against corrupt cops, getting them fired from the force. Even more impressive, she thwarted the invasion of downtown mobsters once the end of Prohibition sent them uptown in search of new revenue.

With the help of her chief enforcer Ellsworth "Bumpy" Johnson and an alliance with Lucky Luciano, Madame St. Clair kept the likes of Dutch Schultz out of Harlem. She later gloated when Schultz lay dying from a gunshot wound, sending a note to his hospital bed that read, "As ye sow, so shall ye reap." When she retired, St. Clair handed her operation over to Bumpy, who became known as The Harlem Godfather.